Water → HCID 19697026, compound

HRID 863626Notes

Reaction equation

HRID 863626 reaction equation
[CH2:1]([C:4]1[NH:5][C:6]2[C:11]([C:12]=1[CH2:13][C:14]#N)=[CH:10][C:9]([O:16][CH3:17])=[CH:8][CH:7]=2)[CH:2]=[CH2:3].[OH2:18].[OH-:19].[K+]>C(O)(=O)C>[CH2:1]([C:4]1[NH:5][C:6]2[C:11]([C:12]=1[CH2:13][C:14]([OH:19])=[O:18])=[CH:10][C:9]([O:16][CH3:17])=[CH:8][CH:7]=2)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 196970235-Methoxy-2-(2-propen-1-yl)-1H-indole-3-acetonitrile

Product 1

HCID 19697026HCID 19697026, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.08 mole of 2-allyl-5-methoxy-3-indolyl acetonitrile is added to a mixture of 140 ml. of alcohol, 100 ml. of water and 4.3 g. of KOH. The mixture is refluxed 15 hours and then brought to room temperature. Glacial acetic acid (60 ml.) is added, and the solution is filtered through a talc filter. The filtrate is diluted with 500 ml. of water, and the precipitated 2-allyl-5-methoxy-3-indolyl acetic acid is separated by filtration and dried.

Workup

  1. temperatureThe mixture is refluxed 15 hours
  2. custombrought to room temperature
  3. filtrationthe solution is filtered through a talc
  4. filtrationfilter
  5. additionThe filtrate is diluted with 500 ml
  6. customof water, and the precipitated 2-allyl-5-methoxy-3-indolyl acetic acid is separated by filtration
  7. customdried

Sources & evidence

ORD record
ord-1639a2790b3f463380935713ab0230ab
Source dataset
uspto-grants-1998_02
Patent number
US05721347

Reaction notes

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